| Alicante, Spain | 10/10 12:15 | 64 | [280] Ortega-Olmedo, Roberto v Oriol Roca Batalla [357] | 6-3,4-6,2-6 | |
| ITF M25 Porto | 09/30 13:30 | 25 | [394] Heyman, Christopher v Ortega-Olmedo, Roberto [280] | 5-7,6-1,7-6 | |
| Challenger Sibiu | 09/23 10:15 | 26 | [221] Marc-Andrea Huesler v Ortega-Olmedo, Roberto [280] | 6-2,6-4 | |
| Challenger Sibiu | 09/22 08:00 | 25 | [351] Oriol Roca Batalla v Ortega-Olmedo, Roberto [279] | 2-6,4-6 | |
| ITF M15 Sintra | 09/10 08:30 | 26 | Ortega-Olmedo, Roberto v Nicolas Alvarez Varona | 2-6,4-6 | |
| ITF M15 Sintra | 09/08 08:30 | 25 | Ortega-Olmedo, Roberto v Lucas Poullain | 6-7,7-6,6-3 | |
| Challenger Potchefstroom | 03/11 11:45 | 25 | [274] Ortega-Olmedo, Roberto v Jack Draper [288] | 5-7,3-6 | |
| Potchefstroom, Singles Qualifying M-ITF-RSA-01A | 03/06 10:40 | 27 | [394] Doumbia, Sadio v Ortega-Olmedo, Roberto [273] | 3-6,6-3,6-0 | |
| Potchefstroom, Singles Qualifying M-ITF-RSA-01A | 03/05 09:00 | 26 | [442] Sidharth Rawat v Ortega-Olmedo, Roberto [273] | 3-6,2-6 | |
| Potchefstroom, Singles Qualifying M-ITF-RSA-01A | 03/04 09:30 | 25 | Roothman, Carl v Ortega-Olmedo, Roberto | 2-6,0-6 | |
| Challenger Columbus | 02/24 17:45 | 24 | [269] Ortega-Olmedo, Roberto v Hidalgo, Diego [368] | 6-7,2-6 | |
| Challenger - Morelos | 02/21 23:20 | 27 | [268] Ortega-Olmedo, Roberto v Juan Pablo Ficovich [231] | 6-3,5-7,5-7 | |
| Challenger - Morelos | 02/20 23:30 | 26 | [168] Dmitry Popko v Ortega-Olmedo, Roberto [268] | 5-7,6-1,0-6 | |
| Challenger - Morelos | 02/20 01:50 | 25 | Lopez Villasenor, Gerardo v Ortega-Olmedo, Roberto | 5-7,6-3,4-6 | |
| Challenger - Cleveland | 02/11 00:30 | 24 | [283] Young, Donald v Ortega-Olmedo, Roberto [265] | 6-4,3-6,6-3 | |
| Challenger - Quimper | 01/30 13:40 | 26 | [242] Ortega-Olmedo, Roberto v Lacko, Lukas [178] | 2-6,2-6 | |
| Challenger - Quimper | 01/28 10:35 | 25 | [242] Ortega-Olmedo, Roberto v Vanni, Luca [319] | 7-6,6-1 | |
| Challenger Rennes | 01/24 18:40 | 27 | [248] Kamke, Tobias v Ortega-Olmedo, Roberto [242] | 6-3,6-3 | |
| Challenger Rennes | 01/23 18:35 | 26 | [242] Ortega-Olmedo, Roberto v Evan Furness [498] | 4-6,6-2,7-5 | |
| Challenger Rennes | 01/21 10:30 | 25 | [242] Ortega-Olmedo, Roberto v Dan Added [382] | 7-6,6-3 | |
| Open d'Australie | 01/16 03:40 | 44 | [238] Ortega-Olmedo, Roberto v Horansky, Filip [169] | 6-4,5-7,4-6 | |
| ITF M15 Cairo | 11/30 08:00 | 28 | [232] Ortega-Olmedo, Roberto v Daniel Michalski [486] | 4-6,4-6 | |
| ITF M15 Cairo | 11/29 10:55 | 27 | Ortega-Olmedo, Roberto v Nagy, Peter | 6-1,6-3 | |
| ITF M15 Cairo | 11/28 12:00 | 26 | Ortega-Olmedo, Roberto v Coelho, Fabio | 6-0,6-4 | |
| ITF M15 Cairo | 11/27 11:05 | 25 | Ortega-Olmedo, Roberto v Battaglino, Stefano | 6-1,7-6 | |
| Challenger Maia | 11/19 13:30 | 24 | Ortega-Olmedo, Roberto v Nuno Borges | 1-6,6-7 | |
| Challenger - Pune | 11/16 07:30 | 28 | [248] Ortega-Olmedo, Roberto v Jay Clarke [170] | 3-6,2-6 | |
| Challenger - Pune | 11/15 08:45 | 27 | [324] van Rijthoven, Tim v Ortega-Olmedo, Roberto [248] | Retired | |
| Challenger - Pune | 11/14 06:30 | 26 | [270] Sekiguchi, Shuichi v Ortega-Olmedo, Roberto [248] | 2-6,4-6 | |
| Challenger - Pune | 11/13 06:45 | 25 | Chandrasekar, Anirudh v Ortega-Olmedo, Roberto | 3-6,2-6 |